Phytochemical Profile and Antioxidant Properties of Verbascum cheiranthifolium Boiss. from Kolakchal, Alborz Mountains in northern Tehran: A GC-MS Based Study

Document Type : Research Paper

Authors

Department of Chemistry, Science and Research Branch, Islamic Azad University, Tehran, Iran

Abstract

Verbascum cheiranthifolium, an endemic medicinal herb native to Iran, has long been employed in traditional medicine to treat rheumatism, earaches, menstrual irregularities, and inflammatory disorders. Nevertheless, its phytochemical composition and antioxidant potential remain insufficiently investigated. To fill this knowledge gap, aerial parts of V. cheiranthifolium were harvested from the Alborz Mountains (approx. 2500 m altitude) and subjected to comprehensive phytochemical and antioxidant analyses. Qualitative screening of the crude aerial parts demonstrated the occurrence of flavonoids, phenolics, tannins, saponins, and triterpenoids, whereas alkaloids and resins were absent. Among the extraction solvents tested, methanol provided the highest yield of compounds associated with antioxidant potential. The leaf-derived diethyl ether extract was analyzed using gas chromatography-mass spectrometry (GC–MS), which led to the identification of six major constituents, with n-eicosane (7.19%) being the most abundant, followed by n-pentacosane (3.31%). Spectrophotometric quantification revealed a total phenolic content of 4.90 ± 0.11 mg gallic acid equivalents (GAE) per gram of dry weight, which was low compared to previous reports. However, an exceptionally high total flavonoid content of 49.05 ± 0.94 mg quercetin equivalents (QE) per gram was observed, suggesting a chemotypic adaptation to high-altitude stress. The methanolic extract exhibited a concentration-dependent capacity to scavenge free radicals in the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay, with an IC₅₀ value of 79.7 µg/mL. In contrast, the synthetic antioxidant butylated hydroxytoluene (BHT) achieved an IC₅₀ below 50 µg/mL. Collectively, these results offer compelling experimental evidence for the ethnomedicinal relevance of V. cheiranthifolium and underscore its promise as a natural source of antioxidant agents for prospective nutraceutical and pharmaceutical exploitation.

Keywords

Main Subjects


  1. Zengin G., Yagi S., Kopjar M., Ćorković I., Uba A.I., Yildiztugay E., Kumar S., Rengasamy K.R.R., AlDhaheri Y., Eid A.H. A comparative study on chemical profiles and biological activities of different extracts of three Verbascum species from Turkey: in vitro, in silico and network pharmacological approaches. Biocatalysis and Agricultural Biotechnology. 2023;52:102834. doi:10.1016/j.bcab.2023.102834
  2. Atanasov A.G., Zotchev S.B., Dirsch V.M., International Natural Product Sciences Taskforce, Supuran C.T. Natural products in drug discovery: advances and opportunities. Nature Reviews Drug Discovery. 2021;20(3):200–216. doi:10.1038/s41573-020-00114-z
  3. Kheiri S., Khayami M., Mahmoodzadeh A. Micromorphological and anatomical studies of certain species of Verbascum (Scrophulariaceae) in West Azerbaijan, Iran. Iranian Journal of Botany. 2009;15(1):105–113.
  4. Tatli I.I., Akdemir Z.S. Chemical constituents of Verbascum species. FABAD Journal of Pharmaceutical Sciences. 2004;29:93–107.
  5. Jaca T.P. Two Verbascum L. species naturalized in South Africa. South African Journal of Botany. 2017;109:338–339. doi:10.1016/j.sajb.2017.01.070
  6. Dalar A., Guo Y., Konczak I. Phenolic composition and potential anti-inflammatory properties of Verbascum cheiranthifolium var. cheiranthifolium leaf. Journal of Herbal Medicine. 2014;4:195–200. doi:10.1016/j.hermed.2014.04.004
  7. Dalar A., Oruc A.S.B., Allahverdiyev O. Analysis of phytochemical composition and biological activities of Verbascum cheiranthifolium var. cheiranthifolium stem and flowers. International Journal of Secondary Metabolite. 2018;5(3):233–242. doi:10.21448/ijsm.401127
  8. Amin H.I.M., Abdulrahman N.M., Karim A.A.H., Ahmed I.A.M. Phytochemistry of Verbascum species growing in Iraqi Kurdistan. Plants. 2020;9(9):1066. doi:10.3390/plants9091066
  9. Küçük S., Özdemir F., İşcan G., İncesu Z. Determination of cytotoxic and anticandidal activities of three Verbascum L. species from Turkey: V. cheiranthifolium Boiss. var. asperulum (Boiss.) Murb., V. pycnostachyum Boiss. & Heldr., and V. orgyale Boiss. & Heldr. Turkish Journal of Pharmaceutical Sciences. 2016;13(3):318–322. doi:10.4274/tjps.2016.06
  10. Khoshnod H., Khayamy M. Insecticidal effects of ethanolic extract from Verbascum cheiranthifolium Boiss. against two stored-product insect pests species. Journal of Biological Sciences. 2008;8(1):191–195.
  11. Khoshnoud H., Nemati N., Amimia R., Ghiyasi M., Hasanzadeh Ghourttapeh A., Tajbakhsh M., Talati F., Salehzadeh H. Insecticidal properties of Verbascum cheiranthifolium against Rhyzopertha dominica on wheat and barley. Pakistan Journal of Biological Sciences. 2008;11(5):783–787. doi:10.3923/pjbs.2008.783.787
  12. Karimian V., Vahabi M.R., Fazilati M., Soleimani F. Chemical composition in two species of Verbascum collected from natural habitats, southern Iran. Journal of Herbal Drugs. 2013;4(3):127–132.
  13. Okasha Y.M., Fathy F.I., Soliman F.M., Fayek N.M. The untargeted phytochemical profile of Verbascum thapsus L. with potent antiviral, antibacterial and anticancer activities. South African Journal of Botany. 2023;156:334–341.
  14. Amini S., Hassani A., Alirezalu A., Maleki R. Phenolic and flavonoid compounds and antioxidant activity in flowers of nine endemic Verbascum species from Iran. Journal of the Science of Food and Agriculture. 2022;102(8):3250–3258. doi:10.1002/jsfa.11667
  15. Banaei M.H., Moameni A., Bybordi M., Malakouti M.J. The soils of Iran: new achievements in perception, management, and use. Soil and Water Research Institute, Iran. 2017.
  16. Dewan M.L., Famouri J. The soils of Iran. Food and Agriculture Organization of the United Nations. 1964.
  17. Food and Agriculture Organization. Iran’s Land Suitability for Agriculture. FAO Reports. 2017.
  18. Iran Meteorological Organization. Climatic Data for Tehran Province (Annual Report). 2023. [Online report]
  19. Masihabadi M.H., Fathi P. Iran’s land suitability for agriculture. Scientific Reports. 2017;7:7670. doi:10.1038/s41598-017-08066-y
  20. Natural Resources Conservation Service. Field Book for Describing and Sampling Soils, Version 4.0. United States Department of Agriculture. 2025. [Online manual]
  21. Rahimpour F. Assessment of soil quality indices in agricultural lands of Qazvin Province, Iran. Ecological Indicators. 2017;40:19–26.
  22. Adams R.P. Identification of Essential Oil Components by Gas Chromatography/Mass Spectrometry. 4th ed. Allured Publishing Corporation; 2007.
  23. Wall M.E., Krider M.M., Krewson C.F., Eddy C.R., Williams J.J., Cordell D.S., Gentry H.S. Steroidal sapogenins XIII. Supplementary table of data for steroidal sapogenins VII. Journal of the American Pharmaceutical Association. 1954;43(1):1–7. doi:10.1002/jps.3030430102
  24. El-Ahmady S.H., Lotfy R.A., Ahmed M.M. Preliminary phytochemical screening of the total and successive extracts of Triumfetta flavescens Hochst growing in Egypt. Journal of Environmental Studies and Research, Ain Shams University. 2017;37(1):57–64. doi:10.21608/jes.2017.18979
  25. Tiwari P., Kumar B., Kaur M., Kaur G., Kaur H. Phytochemical screening and extraction: a review. Internationale Pharmaceutica Sciencia. 2011;1(1):98–106.
  26. Deshmukh M.A., Theng M.A. Phytochemical screening, quantitative analysis of primary and secondary metabolites of Acacia arabica bark. International Journal of Current Pharmaceutical Research. 2018;10(2):35–37. doi:10.22159/ijcpr.2018v10i2.25889
  27. Devmurari V.P. Phytochemical screening study and antibacterial evaluation of Symplocos racemosa Roxb. Scholars Research Library. 2010;2(1):354–359.
  28. El-Tawil B.A.H. Chemical constituents of indigenous plants used in native medicine of Saudi Arabia. Arab Gulf Journal of Scientific Research. 1983;1(2):395–419.
  29. Coutts R.T., Smail G.A. Polysaccharides, peptides and proteins. William Heinemann Medical Book Ltd.; London, UK. 1966. p. 94.
  30. Sadeghi Z., Valizadeh J., Azizian-Shermeh O. Study of total phenolic and flavonoid contents and antioxidant activity of Baneh (Pistacia atlantica) gum, from Saravan region, Sistan and Baluchestan province. Eco-phytochemical Journal of Medicinal Plants. 2015;3(2):18–27.
  31. Nataraj N., Hussain M., Ibrahim M., Hausmann A.E., Rao S., Kaur S., Khazir J., Mir B.A., Olsson S.B. Effect of altitude on volatile organic and phenolic compounds of Artemisia brevifolia Wall ex DC from the Western Himalayas. Frontiers in Ecology and Evolution. 2022;10:864728. doi:10.3389/fevo.2022.864728
  32. Pan L., Yang N., Sui Y., Li Y., Zhao W., Zhang L., Mu L., Tang Z. Altitudinal variation on metabolites, elements, and antioxidant activities of medicinal plant Asarum. Metabolites. 2023;13(12):1193. doi:10.3390/metabo13121193
  33. Yagi S., Nilofar N., Uba A.I., Caprioli G., Mustafa A.M., Angeloni S., Koyuncu I., Seker F., Polat R., Supti S.J., Tasnim F., Al Dhaheri Y., Zengin G., Eid A.H. Elucidating the chemical profile and biological studies of Verbascum diversifolium Hochst. extracts. Frontiers in Pharmacology. 2024;15:1333865. doi:10.3389/fphar.2024.1333865